Location: Windermere , 34786
Do Not Show Listings
13932 FLORIGOLD DRIVE, WINDERMERE, FL 34786
$1,189,000Listed 04/20/2026 10:34AM MLS ID: O6399812
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3577 Built: 2004Monthly Fee: $111 Tax: $13,691 (2025)Community: Eden IsleSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,691
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: One or more photo(s) has been virtually staged. Tucked within the gated enclave of Eden Isle in Windermere’s Summerport, this beautiful canal-front, 3 car garage and pool home has a perfect layout for multigenerational living and offers an abundance of amenities with the canal leading directly to Lake Speer and a rare combination of privacy, flexibility, and outdoor living and features soaring ceilings, fresh interior paint, plantation shutters and a great first-floor split plan with the Primary suite and second bedroom and adjacent full bath and 1-car garage currently set up as office and offers a private entrance. Four additional bedrooms upstairs, the substantial 6th bedroom with ensuite bath could serve as a 2nd primary, a guest suite, or a bonus room. The kitchen has granite countertops, a built-in double oven and a breakfast nook overlooking the main living areas. Step outside to an oversized wrought-iron fenced backyard with peaceful canal views and space for your own private dock. Enjoy year-round outdoor living with a solar-heated pool and spa, expansive screened enclosure, and covered lanai with full outdoor kitchen. Leased solar system can be assumed, though seller is open to payoff and a $17k credit for roof replacement with acceptable offer. Residents of Eden Isle enjoy gated access, a private boat ramp and dock, playground and a prime location close to great schools and just minutes from Downtown Windermere, Winter Garden Village, major highways, Walt Disney World, and Orlando International Airport.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Courtney Bass (407-803-3215)
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000123 Days on yellowkey MLS ID: O6368185
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5031 Built: 2013 Tax: $9,559 (2025)Community: WindermereSpa: NoSingle Family
Taxes:$9,559
Elementary School: Windermere Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024) and windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. The property also offers the opportunity to add a FRONT GATE for enhanced privacy and security, and allows for a FUTURE POOL ADDITION, giving buyers flexibility to further customize the outdoor living experience. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new redevelopment complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Kari Fleck (407-925-5283)
5186 VARDON DR, WINDERMERE, FL 34786
$6,980,00065 Days on yellowkey MLS ID: O6382040
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4739 Built: 1990Monthly Fee: $985 Tax: $32,002 (2025)Community: IsleworthSpa: NoSingle Family
Taxes:$32,002
Middle School: Chain of Lakes Middle
Remarks: One or more photo(s) has been virtually staged. Fully reimagined golf-front estate in the prestigious Isleworth community with sweeping views of the iconic 3rd hole. Situated on approximately 1 acre, this 4,739 sq ft residence offers 4 bedrooms and 4.5 baths, soaring ceilings, and refined finishes throughout. Features include formal living and dining rooms, a private office, an expansive owner’s suite, and an upgraded chef’s kitchen with casual dining. Enclosed sunroom provides flexible space (not included in living area), and an upper-level balcony captures stunning golf course views. Fully upgraded front and rear grounds offer a resort-style setting with fountain entry, pool, expansive lanai, pavilion, and summer kitchen. Gated with automatic luxury gate, extended driveway, and spacious front yard for multiple vehicles. Fully fenced for added privacy. Rare move-in-ready golf-front opportunity in one of Isleworth’s most sought-after locations.
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Winnie Tam (863-651-4687)
4200 DOWN POINT LN, WINDERMERE, FL 34786
$9,900,00066 Days on yellowkey MLS ID: O6382393
2 Days Off yellowkey (back on 2/23/2026)
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 14435 Built: 2001 Tax: $82,719 (2025)Community: Down Point SubSpa: YesSingle Family
Taxes:$82,719
Remarks: Under contract-accepting backup offers. Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling, and a stunning 10-ft Waterford chandelier. Every inch of this residence exudes sophistication, from the marble floors and corbels to the intricately carved fireplace mantels or even the ornate door hinges. Boasting 5 spacious bedroom suites, four with outdoor walk-outs, in the main home, complemented by a separate guest/staff apartment, this estate offers flexibility and privacy. A resort-style pool, cabana, along with a boathouse, dock and paver paths meandering through the property, create an outdoor haven for entertaining and relaxation. The guest quarters or a private office that takes in views from 3 sides. Architectural marvels abound, with handcrafted coffered ceilings, exposed wood beams, and a gourmet kitchen featuring a red brick barreled ceiling and appliances by Wolf and Sub-Zero. Hosting events is effortless with a separate full caterer's kitchen. The primary suite offers serene panoramic water views, complemented by an extraordinary dressing room and bathroom. For wine connoisseurs, a climate-controlled 3,000+ bottle wine cellar awaits. Verandas and terraces afford fresco dining, bar area and sweeping views, enhancing the outdoor experience. Work in the masterful office with birds’ eye 180-degree water views or step into the game room for a game of pool or a sunset view off the balcony. A large travertine parking area for events and a 4-car garage adds practicality to this extraordinary property. This masterpiece transcends the ordinary, offering a lifestyle of unparalleled luxury and sophistication. Seize the opportunity to make this stunning estate your own.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Frank Del Toro (407-810-7125)
1420 DINGENS AVE, WINDERMERE, FL 34786
$1,600,00081 Days on yellowkey MLS ID: O6376538
2 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4072 Built: 2018 Tax: $13,393 (2025)Community: GothaSingle Family
Taxes:$13,393
Elementary School: Thornebrooke Elem
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. No HOA custom pool home on over half an acre, offering rare space and privacy in a central Windermere location just minutes from top schools, dining, and 20–30 minutes to Disney, Universal, and Orlando International Airport. Set on 0.63 acres, the outdoor space is set up to be used, with a fully fenced yard, gas-heated saltwater pool with sunshelf, covered lanai, and outdoor kitchen. Inside, the main living area flows into a kitchen designed to anchor the home, featuring a large island, custom cabinetry, walk in pantry, natural gas cooktop with pot filler, and double wall ovens. The layout is designed to work without wasted space. The primary suite is set apart with backyard views and a well finished en suite with dual vanities, a freestanding tub, walk in shower with dual heads, and a custom closet. Secondary bedrooms are generously sized and share a well designed bath, while a fourth bedroom with direct pool access, a dedicated office with built ins, and a separate bonus room provide flexibility for guests, work, or additional living. Additional features include a mudroom and laundry space with built ins, an oversized three car garage with epoxy flooring, a large paver driveway, outdoor lighting, a security system, a fully fenced yard and paid off 20kW solar panels. Zoned for A rated Thornebrooke Elementary and just minutes from Windermere Prep, the home brings together space, layout, and location in a way that is hard to replicate in this area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
13733 BRESSLER ALY, WINDERMERE, FL 34786
$455,00073 Days on yellowkey MLS ID: O6379257
REDUCED by $9,999 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2002 Built: 2019Monthly Fee: $185 Tax: $7,023 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$7,023
Elementary School: Independence Elementary
Tax Year: 2024
Remarks: Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a playground area. The Vineyards of Horizon West community offers easy access to SR-429, SR-535, and US-192 and area employers, including Walt Disney World®, Orange County National Golf Center and Lodge, and Universal Orlando® Resort. The community is also close to several excellent dining and shopping options, including Winter Garden Village and downtown Windermere.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Robert Welker, Iii (321-287-0327)
9713 ENDICOTT CT, WINDERMERE, FL 34786
$5,250,0003 Days on yellowkey MLS ID: O6393891
Bed: 6 Bath: 7.0 Gar: 6 Liv Area Sq Ft: 7818 Built: 2007Monthly Fee: $313 Tax: $66,793 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$66,793
Remarks: Experience elevated lakefront living in this beautifully updated estate, within the prestigious guard gated golf community of Keene’s Pointe, offering direct access to the Butler Chain of Lakes. With over $850,000 in upgrades, this home is perfectly positioned to capture breathtaking sunset views and nightly Disney fireworks from the primary suite. This home delivers a rare combination of privacy, luxury, and lifestyle. Thoughtfully designed for both everyday living and effortless entertaining, the residence features water views from multiple living spaces, a layout that balances open gathering areas with private retreats, and dedicated spaces for both relaxation and recreation. The primary suite is a true retreat, featuring a private balcony overlooking the tranquil backyard and lake. A dedicated lounge with a beverage bar, updated spa-inspired bathroom, and custom walk-in closet create a refined and relaxing escape. Every bedroom is an ensuite, providing exceptional comfort for family and guests, while two fully remodeled junior suites showcase modern bathrooms and expanded custom closets. On the main level, enjoy formal dining complemented by a wine cellar, while a double-sided gas fireplace connect the family and game rooms which adds warmth and ambiance. The spacious game room and media room ensure there is always something to enjoy indoors. Step outside to your private oasis, where a resort-style pool and spa, fully equipped outdoor kitchen, covered dining area, and outdoor fireplace set the stage for year-round enjoyment. Retractable screens provide shade and comfort during the summer months, while the updated dock and boat lift make lake access effortless. A private canal connects you to Lake Tibet and the greater Butler Chain, offering the best of true lakefront living. For extended stays or multi-generational living, the apartment above the detached garage offers a private, fully functional space complete with a kitchenette, full bath, walk-in closet, and laundry. Positioned on a quiet cul-de-sac, this estate offers enhanced privacy along with an expansive driveway and turnaround for effortless arrivals and guest parking. The impressive five-car garage, along with a dedicated golf cart garage, provides exceptional space for collectors, storage, and embracing the Keene’s Pointe golf lifestyle. This is more than a home—it’s a complete lifestyle experience. From lake days and sunset views to golf, dining, and the best of Central Florida just minutes away, this property delivers the elevated living today’s luxury buyer expects.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
12411 MONTALCINO CIR, WINDERMERE, FL 34786
$1,550,0003 Days on yellowkey MLS ID: O6400067
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2011Monthly Fee: $150 Tax: $11,027 (2025)Community: Casa Del LagoSpa: YesSingle Family
Taxes:$11,027
Elementary School: Sunset Park Elem
High School: West Orange High
Remarks: A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
4029 ISABELLA CIR, WINDERMERE, FL 34786
$3,299,0004 Days on yellowkey MLS ID: O6400064
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 7217 Built: 2018Monthly Fee: $480 Tax: $30,300 (2025)Community: CasabellaSpa: YesSingle Family
Taxes:$30,300
Remarks: Experience an architectural masterpiece in the gated enclave of Casabella. Situated on a rare, oversized .85-acre lot, this estate has been transformed by the original owner with impeccable attention to detail. The interior features 6 beds, 6 full and 2 half baths, all the high-scratch-resistant flooring throughout the home comes in a beautiful white oak finish with bathrooms featuring porcelain floors and walls. Tech enthusiasts will marvel at the Lutron smart home system's ability to control power shades and lighting throughout the home. enterprise-grade 10Gbps networking backbone. Cinema lovers will find no equal in the custom movie theater, boasting a 133” anti-reflection screen, Sony 4K 3D projection, and a commercial-grade Dolby Atmos 11.2 3D sound system within a fully soundproofed environment. The backyard is a tropical paradise featuring imported African white marble flooring, a custom smart pool, and a professional Alfresco summer kitchen. The centerpiece is a magnificent 20,000-gallon Obsidian & Natural Stone Koi garden, fully equipped with UV/scrub filters and gas heating to protect its world-class inhabitants. Located minutes from top-rated Windermere schools, Orlando Health Central, and Dr. P. Phillips Hospital, with easy access to Downtown Orlando. This is not just a home; it is a high-tech fortress and a private resort
12720 JACOB GRACE CT, WINDERMERE, FL 34786
$2,895,00046 Days on yellowkey MLS ID: TB8476930
Bed: 6 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5882 Built: 2005Monthly Fee: $300 Tax: $13,298 (2024)Community: Tildens Grove Ph 01 47/65Spa: YesSingle Family
Taxes:$13,298
Remarks: Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central Florida living. A long, winding driveway welcomes you, framed by mature trees and sweeping lawns. Tucked away on a quiet cul-de-sac within a 24-hour guard-gated neighborhood with a manned guard station, the property offers both grandeur and seclusion — a rare combination in today’s luxury market. Thoughtfully designed to maximize natural light and panoramic water views, the home features soaring ceilings, expansive picture windows, and seamless indoor-outdoor flow. The grand foyer opens to a spectacular living room anchored by tranquil lake vistas. The chef’s kitchen is appointed with custom cabinetry, high-end appliances, and an oversized island, effortlessly connecting to spacious dining and living areas — ideal for both intimate evenings and large-scale entertaining. The primary suite, located on the main level, is a private sanctuary with serene lake views and direct access to the outdoor living areas. The spa-inspired bath offers a soaking tub, dual vanities, walk-in shower, and generous closet space. Four additional bedrooms of which two of them include their own en-suite bath, ensuring comfort and privacy for family and guests. A detached in-law suite with private entrance, living area, bedroom, and bath provides exceptional flexibility for multigenerational living, long-term guests, or a private executive office. Step outside to your own outdoor oasis. The resort-style pool overlooks the lake, creating a stunning backdrop for entertaining or quiet relaxation. A charming pool house complete with a Murphy bed offers additional guest accommodations and enhances the estate’s resort-like ambiance. At the water’s edge, a private dock provides access to a private ski lake — perfect for boating, skiing, paddleboarding, or sunset cruises. As evening falls, the magic begins. From your backyard, dock, or expansive windows, enjoy nightly fireworks illuminating the sky above Disney — a spectacular private show reflected across the water. With nearly two acres of lakefront land, six bedrooms, six and a half baths, a detached suite, pool house, long private driveway, and location within one of Windermere’s most prestigious guard-gated communities, 12720 Jacob Grace Ct is more than a home — it is a destination, a sanctuary, and a stage for life’s most extraordinary moments.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Adrian Jacob (832-381-4670)
7719 ANSELMO LN, WINDERMERE, FL 34786
$382,00027 Days on yellowkey MLS ID: O6392007
REDUCED by $5,500 (1.4%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1644 Built: 2008Monthly Fee: $375 Tax: $5,537 (2025)Community: Lake Sawyer South Ph 03Townhouse
Taxes:$5,537
Middle School: Horizon West Middle School
Remarks: One or more photo(s) has been virtually staged. Move-in ready townhome offering a clean, functional layout with abundant natural light throughout. Upon entry, you’re welcomed into a spacious living room that provides a comfortable and defined gathering space separate from the kitchen and dining areas. Toward the rear of the home, the kitchen and dining area are thoughtfully positioned for everyday functionality and ease of use. The kitchen features granite counters, stainless steel appliances, ample cabinetry, and a breakfast bar that offers additional seating and prep space. The adjacent dining area provides direct access to a private, fenced paver patio, creating a low-maintenance outdoor space ideal for relaxing or entertaining. Recent updates include new interior paint, new carpet, and a new water heater, enhancing both comfort and long-term value. A/C unit was replaced with a brand new unit in 2021. Upstairs, all bedrooms feature fresh carpet flooring and generous closet space. The primary suite offers a spacious layout with an en suite bathroom that includes dual sinks and a walk-in shower. Additional bedrooms are well-sized and versatile for guests, office space, or hobbies. A convenient upstairs laundry area and a main-level half bath add to the home’s practical appeal. With neutral finishes, thoughtful updates, and a well-maintained interior, this property is a strong option for buyers seeking low-maintenance living with functional space and modern touches.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Stephanie Pitts (407-353-6132)
11449 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$1,730,0003 Days on yellowkey MLS ID: O6399319
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4648 Built: 1995 Tax: $19,423 (2025)Community: Lake Butler EstatesSpa: YesSingle Family
Taxes:$19,423
Remarks: Discover Windermere’s charm and classic style from this stunning Victorian-style pool home, set on a 1-acre lot with no HOA, on one of the most desirable streets. Under the canopy of majestic oaks, this 5-bedroom residence features a dedicated office space and a versatile bonus room ideal for a private apartment or guest suite. A charming wrap-around porch welcomes you into a classic foyer featuring rich wood floors, soaring ceilings, custom millwork, and a graceful grand staircase. Throughout the home, you’ll find exquisite traditional details including dental crown molding, chair rails, and beautifully crafted trim. The spacious formal dining room is filled with natural light and accented by warm wood flooring. The kitchen blends style and function with stainless steel appliances, granite countertops, an island, walk-in pantry, custom cabinetry, and a lovely view of the pool with newly installed screen enclosure. All main living areas are carpet-free, and every bathroom has been thoughtfully updated with travertine flooring, porcelain showers, and marble countertops. The owner’s suite is located upstairs and features bay windows, wood floors, crown molding, and a walk-in closet. Its luxurious bath includes a frameless glass stone shower, dual vanities, and an elegant vessel tub. There’s an added finished and air-conditioned attic playroom above one of the bedrooms for children to explore. Plus the expansive bonus room accessible off the primary bathroom is a spacious and secluded hang out room and offers an optional private entrance leading to the large backyard—complete with a sparkling pool, generous patio space, and room to store a boat. The oversized 3-car garage provides exceptional clearance for larger vehicles, golf carts, and lake toys. Town of Windermere residents have private access available to the Butler Chain via a town boat ramp plus town tennis courts. Home is walking distance to downtown and the weekly farmer’s market, monthly food trucks, and the quaint shopping district.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
6820 THORNHILL CIR, WINDERMERE, FL 34786
$520,0001 Day on yellowkey MLS ID: V4948591
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2009Monthly Fee: $82 Tax: $7,228 (2025)Community: Lakes Of WindermereSingle Family
Taxes:$7,228
Remarks: Beautiful 2-story home, 3 Bedrooms and 2.5 Bathroom + a large Bonus area, perfect for an office, workout space or playroom. Huge Primary Bedroom with vaulted ceilings and walking closet. Wooden Plantation Shutters on all windows. Second floor with wood Floors, No Carpets. The rear of the home has a large driveway extending to the alleyway, great for guest parking. Fully fenced backyard offering plenty of room for gatherings, grilling, pets, Mango tree and Pergola included. A 2 car garage with large storage cabinets. The Lakes of Windermere features manicured parks, great lake views, playgrounds, and a community swimming pool. Property situated in a single entrance loop mixed with lakefront custom homes. Short drive to shopping, Disney resorts, restaurants, and much more.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Maria Galindez (305-803-3799)
2219 RIDGEWIND WAY, WINDERMERE, FL 34786
$1,349,0001 Day on yellowkey MLS ID: O6400508
Bed: 6 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3364 Built: 1997Monthly Fee: $218 Tax: $10,027 (2024)Community: Estates At WindermereSingle Family
Taxes:$10,027
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Set behind the gates of The Estates at Windermere—an intimate enclave of just 67 homes—2219 Ridgewind Way is the kind of property that stops you mid-scroll. A true Victorian-inspired residence, its architectural presence is unforgettable: a statement turret, wraparound porch, and intricate trim work that feels both rare and timeless in today’s market. It’s not just different—it’s irreplaceable. Inside, soaring ceilings and natural light highlight detailed millwork and thoughtfully designed living spaces that balance character with livability. The kitchen delivers where it counts—gas cooktop, stainless steel appliances, and rich wood cabinetry—anchoring both everyday life and effortless entertaining. Formal and casual spaces connect seamlessly, creating flow without sacrificing definition. The primary suite is privately positioned on the main floor, featuring a recently refreshed, spa-inspired bath. A secondary downstairs bedroom offers flexibility for guests or a true work-from-home setup, while four additional bedrooms upstairs provide the space today’s buyers are searching for. And then—the lot. Set on a rare .63 acres, outdoor living feels like a private retreat. A saltwater pool, lush landscaping, and multiple areas to unwind create a setting that’s equal parts peaceful and functional. It’s the kind of backyard that’s increasingly hard to find in Windermere. Location seals it: gated privacy just minutes from top-rated schools, parks, dining, shopping, farmers markets, hospitals, major highways and everything that makes Windermere one of Central Florida’s most sought-after places to live. Distinctive. Hard to replicate. Worth seeing in person.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
12210 LANGSTAFF DR, WINDERMERE, FL 34786
$375,0001 Day on yellowkey MLS ID: O6400117
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2012Monthly Fee: $200 Tax: $5,725 (2025)Community: Lakes/Windermer Lake Reams TwnhmTownhouse
Taxes:$5,725
Elementary School: Bay Lake Elementary
Remarks: WELL MAINTAINED TOWNHOME IN WINDERMERE! 3 BEDROOM 2.5 BATHROOMS! Located in the sought after Lake Reams Community only a minute drive to the backside of Disney! As you open the front door you are drawn to Upscale Interior, filled with Upgrades & a Warm Family Décor. The eating area overlooks an Enclosed Courtyard leading to a Detached 2 Car Garage with Rear Entry Alleyway that backs up to a Conservation Area. The Appealing Floorplan Features Living Room/Office upfront, Beautiful Open Kitchen with 42-inch Cabinets, Granite Counter Tops & Stainless-Steel Appliances! Special fixtures throughout include Ceiling Lamps & Fans, Crown Moldings, Plenty of storage & Large adjoining Family Room. Light floods the space creating a warm welcoming place to call home. Upstairs features a Large Master Suite with Walk-In Closet overlooking the conservation area, a Master Bathroom with a Large Walk-In Shower, a Separate Garden Tub & Double Vanity with Granite Counters, 2 Spacious Bedrooms sharing a Jack & Jill Bathroom & the Laundry Closet is also conveniently located upstairs. The Courtyard offers a Private Brick Paved area for Grills, Umbrella, and Outdoor Furnishings perfect for Entertaining family and friends. Other furniture includes two Bedroom Sets, Dining Set, Family Room Set, Televisions in the Kitchen area & each of the Bedrooms, Wall Decorations and Light Fixtures. The Garage has Air Conditioning and includes an Extra Refrigerator providing multiple uses, such as a Working Area or Family Entertainment. Your imagination is the limit. The community has a Pristine Pool, Biking/Walking Trails, and a Beautiful Landscape. This Prime Location offers Shopping, Dining, Entertainment and Great Schools, all within minutes. Easy Access to Main Highways. It is a Fantastic Home in a Great Location! Furniture and accesories only for display purposes, they do not convey. Call for an appointment before is gone!
Listing is courtesy of: ELITE REALTY ENTERPRISES LLC (407-683-4515)
Listing Agent: Ernesto Cisneros (407-683-4515)
5825 OXFORD MOOR BLVD, WINDERMERE, FL 34786
$1,500,0004 Days on yellowkey MLS ID: O6399697
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4319 Built: 2002Monthly Fee: $183 Tax: $16,530 (2025)Community: Oxford MoorSpa: YesSingle Family
Taxes:$16,530
Remarks: Completely Remodeled 2022 | Single Story |Gated Windermere Community | Set on nearly three-quarters of an acre in the gated Oxford Moor community, this fully remodeled single-story home delivers the kind of space and finish level that's genuinely hard to find. Wide-open living areas, high ceilings, oversized rooms, and a modern aesthetic. The kitchen provides a large island, full stone backsplash, Bosch appliances with induction cooktop and double ovens, and a dedicated coffee bar. The split floorplan separates the primary suite from the secondary bedrooms, each generously sized, while the living areas flow directly to the covered lanai and saltwater pool. The primary suite includes a sitting area, expanded closet, and a fully renovated bath. A large private office comfortably fits dual workstations. Outdoor living space includes the saltwater pool running on updated equipment and automation, surrounded by a spacious fenced yard framed by mature landscaping and fruit trees that actually produce. Oxford Moor is one of Windermere's quieter gated communities comprised of 85 Estate Homes. Top-rated schools including Windermere Elementary, Bridgewater Middle, Windermere High school, and less than 1 mile from Windermere Prep, convenient SR 429 access, and a short drive to Walt Disney World round out the location.
Listing Agent: Jeffrey Funk, Pa (407-285-9672)
9011 CHAPMAN OAK CT, WINDERMERE, FL 34786
$649,0004 Days on yellowkey MLS ID: S5148031
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2050 Built: 1987Monthly Fee: $31 Tax: $8,592 (2025)Community: Silver Woods Ph 05Single Family
Taxes:$8,592
Elementary School: None
High School: None
Middle School: None
Remarks: Windermere Gem: Fully Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained, featuring an extensive list of recent high-value upgrades: Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and premium appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence or a high-performing investment property, this home is truly move-in ready.
Listing is courtesy of: TOWNE CENTER REALTY (407-447-7700)
Listing Agent: Shiran Moyal (407-716-0224)
4309 SALTMARSH SPARROW DR, WINDERMERE, FL 34786
$825,00017 Days on yellowkey MLS ID: O6396295
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3697 Built: 2015Monthly Fee: $130 Tax: $8,724 (2025)Community: Stillwater Xings Prcl Sc-13 PhSpa: NoSingle Family
Taxes:$8,724
Remarks: Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully fenced in backyard, creating defined outdoor space. This property includes updated finishes and functional living spaces. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,375,00027 Days on yellowkey MLS ID: O6392667
0 Days Off yellowkey (back on 4/19/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $283 Tax: $7,583 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$7,583
Remarks: Under contract-accepting backup offers. Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.
Listing Agent: Jay Martin (407-496-8613)
1329 GLENHEATHER DR, WINDERMERE, FL 34786
$821,00014 Days on yellowkey MLS ID: O6395704
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2519 Built: 2002Monthly Fee: $201 Tax: $7,240 (2025)Community: Reserve At BelmereSingle Family
Taxes:$7,240
Remarks: Impeccably maintained one-story pool home in the 24/7 guard gated community of Reserve at Belmere in Windermere. This move-in-ready residence offers peaceful pond views and stunning postcard-worthy sunsets from the expansive screened lanai overlooking the stocked pond in the backyard. Step inside to discover elegant one-story living with soaring high ceilings, an updated kitchen featuring a natural gas cooktop, built-in double convection ovens, abundant cabinet storage, and a walk-in pantry. The spacious family room includes an entertainment system with the TV conveying. A large dedicated home office provides flexibility and could easily serve as a fourth bedroom if desired. The primary suite is a true retreat, complete with two walk-in closets, a luxurious jacuzzi garden tub, separate walk-in shower, and dual vanities. The oversized premium lot backs directly to the serene pond, creating a private oasis designed for the ultimate Florida lifestyle. Enjoy the sparkling screened pool, deep covered lanai, and custom summer kitchen—perfect for outdoor entertaining while watching nightly western sunsets. A pocketing glass wall opens to.the lanai and extended pool deck, the outdoor shower is perfect to rinse off. Additional highlights include a three-car garage with a large paver driveway, mature landscaping that enhances incredible curb appeal, a tile roof, and a full hurricane shutter system on all windows and entries. The Reserve at Belmere delivers resort-style living with 24/7 guarded entry, a state-of-the-art fitness center, tennis courts, basketball courts, beach volleyball, and a fishing pier on Lake Reams. Families appreciate the sought-after A-rated K-12 schools in the area, along with convenient access to top private school campuses. Endless shopping and dining options are just minutes away in every direction, with quick commutes via the 429, Florida turnpike, 408 ,I-4, Winter Garden Village, and Downtown Orlando. Pride of ownership shines throughout this lovingly cared-for home, making it one of the best values in the community. Don't miss the opportunity to call this exceptional pond-view pool home yours.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
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